Holiday Rentals in Brookline, MA

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Brookline, MA holiday rentals
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1019 Holiday rentals and Airbnb in Brookline, MA

Best family friendly Brookline, MA holiday rentals

Among the 1019 accommodations in Brookline, MA, here are the 4 best family friendly rentals

Spacious Medford Gem - Brookline, MA
9.9 30 reviews

Spacious Medford Gem

apartment, Medford
This two-bedroom apartment in Medford is conveniently situated just 5 kilometres from Harvard Square, placing you within easy reach of the city's cultural attractions.
The 167 square metre property offers ample space for up to 15 guests, with a fully-equipped kitchen, free Wi-Fi, air conditioning, and private parking.
Lux 2br In Assembly Square | Pool & Fitness Center - Brookline, MA
10 6 reviews

Lux 2br In Assembly Square | Pool & Fitness Center

apartment, Somerville
This six-bedroom flat is centrally located in Somerville, a short walk of 500 meters from Assembly Row shopping and LEGOLAND Discovery Centre, with convenient five-minute access to the Assembly subway station for exploring Boston.
This 98 square meter residence accommodates up to five guests and features a communal swimming pool, garden, barbecue area, pool table, air conditioning, a well-equipped kitchen with a dishwasher, and in-unit laundry facilities.
Hyatus Luxury Residences Boston Everett Signature Collection - Brookline, MA
9.3 10 reviews

Hyatus Luxury Residences Boston Everett Signature Collection

apartment, Everett
This Everett flat is located 3.6 kilometres from Cambridge College and 5.9 kilometres from North Station and TD Garden, with Boston Logan International Airport a mere 4 kilometres away.
This pet-friendly apartment offers 600 square metres of space for up to 7 guests, featuring a private terrace, bar, barbecue facilities, air conditioning, a fully equipped kitchen with a refrigerator and coffee machine, a communal lounge, a swimming pool, and on-site fitness centre, with free Wi-Fi throughout.
Boston Themed Luxury Stay W Hot Tub And Jacuzzi - Brookline, MA
No reviews

Boston Themed Luxury Stay W Hot Tub And Jacuzzi

apartment, Medford
This Medford dwelling, located just off I-93, provides swift access to central Boston, 10 kilometres away, and Logan Airport, also 10 kilometres distant, with Boston Common and the Museum of Science within easy reach.
This six-bedroom, three-bathroom flat accommodates up to 23 guests, boasting a Boston-themed interior, a fully equipped kitchen, an electric car charger, and a substantial garden patio complete with a barbecue and games, alongside dedicated children's facilities.

Best Brookline, MA holiday rentals with parking

A One Room Studio In A Quiet & Convenient Location - Brookline, MA
No reviews

A One Room Studio In A Quiet & Convenient Location

studio, Boston
This Hyde Park studio apartment in Boston offers convenient access to the city, being a short drive from Boston Common (approximately 2.6 kilometres) and the Boston Port (approximately 2.4 kilometres), with Fenway Park and Copley Square also within a 2.2-kilometre drive.
This compact 14-square-metre flat accommodates two guests and is a 3-minute walk from Boston Fairmount Station and a 6-minute walk from Boston Hyde Park Station, providing excellent public transport links for exploring attractions and entertainment.
Spacious And Comfortable 1 Bed 25 Km From Gillette - Brookline, MA
No reviews

Spacious And Comfortable 1 Bed 25 Km From Gillette

apartment, Milton
This Milton flat is situated 9.8 kilometres from the Boston Museum of Fine Arts and 11.4 kilometres from Boston South Station, offering convenient access to the city's cultural attractions.
This 46 square metre, one-bedroom flat accommodates up to three guests and features a kitchen with a fridge, air conditioning, a garden, and parking, with a private patio for relaxation.
The Warren : Groups  Elegant  Cozy  W/d  Pool - Brookline, MA
9.8 114 reviews

The Warren : Groups Elegant Cozy W/d Pool

apartment, Boston
This studio apartment is located just 5 kilometres from Boston College and Harvard University, a short walk from the T (public transport) and close to a range of amenities. It has received excellent ratings for cleanliness, location and user experience.
The self-catering unit has a separate bedroom with a sliding door and can accommodate up to four guests. The apartment has a fully equipped kitchen, a washer and dryer, fast Wi-Fi, a smart TV, and access to a shared complex with lounges, kitchens, meeting spaces, a gym and a swimming pool.
The Attia: Elevated  Cozy  Amenities! - Brookline, MA
9.6 51 reviews

The Attia: Elevated Cozy Amenities!

apartment, Boston
This Boston studio apartment is conveniently located near Boston's 'T' public transport system, a five-minute walk away, offering easy access to Boston College and Harvard University.
The self-contained apartment, sleeping up to four guests, boasts a fully equipped kitchen, a 65" SmartTV, in-unit laundry facilities, and access to a shared complex with a swimming pool, gym, and games rooms.

Frequently asked questions about holiday rentals in Brookline, MA

  • What should a first-time visitor not miss in Brookline, MA?

    Brookline is known for its lovely parks and green spaces, so a visit to the picturesque Larz Anderson Park with its beautiful gardens and The Larz Anderson Auto Museum is a must. You should also check out the Brookline Public Library for its beautiful architecture and cultural events.
  • What are the best Airbnb and holiday rentals in Brookline, MA?

  • Which neighborhood in Brookline, MA should you consider for a vacation rental?

    The Coolidge Corner neighbourhood is a great choice for a vacation rental. It's a lively area with lots of shops, restaurants, and cafes, and it's within easy walking distance of the Green Line subway station.
  • What are the most popular Airbnbs in Brookline, MA?

  • What are the top family-friendly attractions in Brookline, MA?

    The Brookline Recreation Department offers a variety of family-friendly activities throughout the year, including summer camps, swimming lessons, and sports leagues. The Brookline Public Library also hosts many events for children, including story time and craft sessions.
  • What are the best holiday rentals with a pool in Brookline, MA?

  • When is the best time to book a vacation rental in Brookline, MA?

    The best time to book a vacation rental in Brookline is during the shoulder seasons, in spring or autumn. The weather is still pleasant, but the crowds are smaller and prices are lower.
  • What are the best rentals for families and kids in Brookline, MA?

  • What events or festivals should visitors check out in and around Brookline, MA?

    The Brookline Farmers Market is a popular event held every Saturday from June to October, offering fresh produce, local crafts, and live music. The annual Brookline Open Studios event is a great chance to see the work of local artists in their studios.
  • What are the best rentals or Airbnbs with a jacuzzi in Brookline, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Brookline, MA are Ultraluxe Apt In Boston Brownstone In Prime Area, Beautiful Clean Bright Corner Unit and Walking To Fenway Sunny Perfect Home.

  • What are the best budget-friendly activities in Brookline, MA?

    Brookline has many free or low-cost activities to enjoy. Take a walk or cycle along the Emerald Necklace, a series of parks and green spaces that connect Brookline to Boston. The Brookline Public Library offers free events and programmes throughout the year.
  • What are the best restaurants with local dishes in Brookline, MA?

    For a taste of local cuisine, try The Fireplace in Coolidge Corner. They offer classic New England dishes with a modern twist. The Publick House in Brookline Village serves traditional American comfort food.
  • What are the best walking or cycling routes in Brookline, MA?

    The Emerald Necklace is a great option for walking or cycling. It's a 10 km long park system that connects Brookline to Boston. The Charles River Esplanade is another popular walking and cycling route, offering beautiful views of the Charles River.
  • Are there pet-friendly attractions in Brookline, MA?

    Many of Brookline's parks are pet-friendly, including Larz Anderson Park and The Muddy River Reservation. The Brookline Farmers Market also welcomes well-behaved dogs.
  • What are the benefits of choosing a vacation rental in Brookline, MA?

    Vacation rentals offer more space and privacy than a hotel room. They're also often located in more residential areas, giving you a chance to experience local life.
  • What are the top sports attractions and facilities in Brookline, MA?

    While Brookline doesn't have a major sports stadium, it's close to Boston, home to many professional sports teams. The Boston Marathon also passes through Brookline every year.

Popular destinations

Best Brookline, MA holiday rentals with a balcony

Sunny Convenient Home W/ Private Patio! Easy Walk To Everything! - Brookline, MA
No reviews

Sunny Convenient Home W/ Private Patio! Easy Walk To Everything!

apartment, Boston
Apartment listing. You will be located in Boston.
Facilities and services include a kitchen, an iron and a dish washer. This apartment also has air conditioning!
Luxury Designer Suite 2br With Sunroom - Brookline, MA
No reviews

Luxury Designer Suite 2br With Sunroom

apartment, Boston
This Boston flat offers a prime location, situated approximately 8 kilometres from the Museum of Fine Arts and 5 kilometres from Franklin Park Zoo, with convenient access to Fenway Park and an ice-skating rink, and is 10 kilometres from Logan Airport.
This spacious two-bedroom, two-bathroom designer suite accommodates up to seven guests and features a fully equipped kitchen, air conditioning, a private terrace and balcony, and on-site private parking, with pets welcome.
5br World Cup Near Downtown Boston Backyard Easy Train Access - Brookline, MA
9.4 374 reviews

5br World Cup Near Downtown Boston Backyard Easy Train Access

apartment, Boston
This charming house is conveniently located in Dorchester, just a short distance from the University of Massachusetts Boston, Northeastern University, and the Boston Museum of Fine Arts. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers.
The accommodation offers five bedrooms, making it ideal for larger groups or families. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, a restaurant, and parking, as well as access to barbecue grills and free WiFi.
Sports Lovers, Foodies, Families, And College Visitors Will Feel Right At Home In This Topfloor 4bed, 2bath Tripledecker With Balcony, Fully Equipped Kitchen, Park Views, And Easy Access To Boston. - Brookline, MA
8.0 2 reviews

Sports Lovers, Foodies, Families, And College Visitors Will Feel Right At Home In This Topfloor 4bed, 2bath Tripledecker With Balcony, Fully Equipped Kitchen, Park Views, And Easy Access To Boston.

apartment, Boston
This entire third-floor flat in Boston's Dorchester district offers park views, situated 3.2 kilometres from Franklin Park Zoo and within 8 kilometres of Boston Common and the Public Garden.
This spacious 130 square metre apartment accommodates up to eight guests with four bedrooms, two bathrooms, a fully equipped kitchen, in-unit laundry, and a balcony, featuring off-street parking and convenient access to the MBTA Red Line.

Best Brookline, MA holiday rentals with air conditioning

Sunny Dog Friendly Union Sq 1brm - Brookline, MA
9.4 140 reviews

Sunny Dog Friendly Union Sq 1brm

apartment, Somerville
This Somerville flat is perfectly situated, just a short walk from both the Gilman Square and Union Square T stops, making it easy to explore the city. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable stay.
The flat has one bedroom and one bathroom, comfortably accommodating up to four guests. It offers a well-equipped kitchen, free parking, and a private outdoor space, perfect for relaxing after a day of exploring the local shops and restaurants.
The Clare - The Upton Boston, South End - Brookline, MA
9.7 109 reviews

The Clare - The Upton Boston, South End

apartment, Boston
This South End flat is situated a short walk from Copley Square, Newbury Street, and Boston Common, offering easy access to the Orange, Green, and Silver subway lines and Amtrak.
The one-bedroom, one-bathroom apartment sleeps two, features a fully equipped kitchen including a dishwasher, and boasts a bonus room, high-speed internet (300 Mbps), and streaming services.
Bright City-view Stay By Public Transport - Brookline, MA
10 2 reviews

Bright City-view Stay By Public Transport

apartment, Boston
This furnished one-bedroom flat is located on the top floor of a historic building in Boston, offering city views and convenient access to central districts, with the nearest Underground station, Boston Common, approximately 700 metres away.
The apartment, ideal for up to four guests, features air conditioning, a fully equipped kitchen, and access to coin-operated laundry facilities, with the building itself boasting an antique Otis elevator and high ceilings throughout.
(New1f) Front-facing 1br On Newbury Street - Brookline, MA
8.5 12 reviews

(New1f) Front-facing 1br On Newbury Street

apartment, Boston
This one-bedroom flat is located in Boston's Back Bay, a short walk from Newbury Street, the Prudential Centre, and Copley Square, and is conveniently close to major hospitals and universities.
This apartment offers accommodation for two guests with air conditioning, a kitchen equipped with a fridge, freezer, and microwave, and a private bathroom, with a pack-and-play crib available upon request.
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